This interview podcast features Drew Houston, founder of Dropbox, discussing the company's 18-year journey. The conversation is structured chronologically, covering three distinct eras: explosive early growth, intense competition from tech giants, and the current refocusing of Dropbox's mission. Houston details challenges faced, including the impact of Google Photos' free unlimited storage and the resulting internal and external crises. Key takeaways include the importance of adapting to market shifts, the need for founders to understand their own strengths and weaknesses, and the value of continuous learning and self-reflection for navigating unexpected challenges in building a successful company.